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Xanthoxylin cyclodextrin inclusion compound and preparation method thereof

A technology of cyclodextrin inclusion compound and Zanthoxylum oleifera, which is applied in the field of natural medicinal chemistry, can solve the problems of low solubility of Zanthoxylum bungeanum, and achieve the effect of improving bioavailability, excellent effect and high efficiency

Pending Publication Date: 2022-04-29
SOUTHWEST JIAOTONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In order to improve the problem of low solubility of prickly ash oil, increase its stability and expand its application range

Method used

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  • Xanthoxylin cyclodextrin inclusion compound and preparation method thereof
  • Xanthoxylin cyclodextrin inclusion compound and preparation method thereof
  • Xanthoxylin cyclodextrin inclusion compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0075] Embodiment 1, preparation of zanthoxylum bungeanum cyclodextrin inclusion compound of the present invention

[0076] (1) Extraction of Zanthoxylum bungeanum oil: take 500g of dried Zanthoxylum bungeanum powder, extract by cold soaking with 80% methanol aqueous solution for 48 hours, the ratio of solid to liquid is 1:8 (g / mL), extract 3 times, and combine the extracts , the extract was concentrated under reduced pressure at 50°C to obtain the total extract of Zanthoxylum bungeanum extract; then diluted with water until the volume fraction of methanol was 20%, then extracted with 1L petroleum ether, the petroleum ether layer was concentrated under reduced pressure, and the extract was concentrated on silica gel Column chromatography, petroleum ether: ethyl acetate gradient elution according to the volume ratio of 4:1, 2:1, 0:1 in order to obtain the crude product of prickly ash oil. The crude Zanthoxylum oleifera was dissolved in petroleum ether at a mass-volume ratio of ...

Embodiment 2

[0084] Embodiment 2, preparation of zanthoxylum bungeanum cyclodextrin inclusion compound of the present invention

[0085] (1) Extraction of Zanthoxylum bungeanum oil: Take 1000g of dried Zanthoxylum bungeanum powder, extract by cold soaking with 70% methanol aqueous solution for 48 hours, the ratio of solid to liquid is 1:8 (g / mL), extract 3 times, and combine the extracts , the extract was concentrated under reduced pressure at 50°C to obtain the total extract of Zanthoxylum bungeanum extract; then diluted with water to a volume fraction of methanol of 20%, then extracted with 2L petroleum ether, the petroleum ether layer was concentrated under reduced pressure, and the extract was concentrated on silica gel Column chromatography, petroleum ether: ethyl acetate gradient elution according to the volume ratio of 4:1, 2:1, 0:1 in order to obtain the crude product of prickly ash oil. The crude Zanthoxylum oleifera was dissolved in petroleum ether at a mass-volume ratio of 1 g: ...

Embodiment 3

[0089] Embodiment 3, the preparation of zanthoxylum bungeanum cyclodextrin inclusion compound of the present invention

[0090] (1) Extraction of Zanthoxylum bungeanum oil: Take 1000g of dried Zanthoxylum bungeanum powder, extract by cold soaking with 75% methanol aqueous solution for 48 hours, the ratio of solid to liquid is 1:10 (g / mL), extract 3 times, and combine the extracts , the extract was concentrated under reduced pressure at 50°C to obtain the total extract of Zanthoxylum bungeanum extract; then diluted with water to a methanol volume fraction of 20%, then extracted with 3L petroleum ether, the petroleum ether layer was concentrated under reduced pressure, and the extract was concentrated on silica gel Column chromatography, petroleum ether: ethyl acetate gradient elution according to the volume ratio of 4:1, 2:1, 0:1 in order to obtain the crude product of prickly ash oil. The crude Zanthoxylum oleifera was dissolved in petroleum ether at a mass-volume ratio of 1 g...

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Abstract

The invention provides a zanthoxylin cyclodextrin inclusion compound and a preparation method thereof, and belongs to the field of natural medicinal chemistry. The xanthoxylin cyclodextrin inclusion compound is prepared from the following raw materials: xanthoxylin and cyclodextrin. According to the invention, the zanthoxylin is clathrated by hydroxypropyl-beta-cyclodextrin to obtain the zanthoxylin cyclodextrin clathrate compound, and under the proportioning and preparation method, the clathrate compound is high in clathration rate and stable in quality, the solubility in a water phase is obviously improved, the clathrate compound has higher dissolution rate, and the bioavailability of the zanthoxylin is favorably improved; in addition, the clathrate compound can prevent the xanthoxylin from being oxidized and decomposed when exposed to light, and the stability of the xanthoxylin can be remarkably improved. The preparation method of the xanthoxylin inclusion compound is simple, easy to operate, high in efficiency and suitable for industrial production.

Description

technical field [0001] The invention belongs to the field of natural medicinal chemistry, and in particular relates to a zanthoxylum bungeanum cyclodextrin inclusion compound and a preparation method thereof. Background technique [0002] Zanthoxylum L., a plant of the genus Zanthoxylum Rutaceae, has a very long history as a traditional condiment and Chinese medicinal material in my country. Xanthoxylin is one of the main active ingredients of Zanthoxylum bungeanum, Chinese chemical name: 2-hydroxy-4,6-dimethoxyacetophenone, molecular formula: C 10 h 12 o 4 , CAS number: 90-24-4, structural formula such as formula I. [0003] [0004] Zanthoxylum oil is a small molecular phenolic compound with a white or off-white crystalline powder appearance, easily soluble in petroleum ether, chloroform and other solvents, soluble in ethanol, and poor in water solubility. Zanthoxylum bungeanum has a variety of biological activities, such as antipyretic and analgesic, anti-inflammat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K47/69A61K31/12A61P7/02A61P29/00A61P31/04A61P33/10
CPCA61K47/6951A61K31/12A61P29/00A61P31/04A61P7/02A61P33/10A61K2236/333A61K2236/55
Inventor 周先礼张政王梓旭陈琳史波林赵镭黄帅
Owner SOUTHWEST JIAOTONG UNIV
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